Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Amino-N-methylbenzamide | HCID 676526 | — |
| Reactant | HCID 59205709 | HCID 59205709 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Ammonia | HCID 222 | — |
| Product | HCID 59205736 | HCID 59205736 | — |
Reaction Steps
To 2-chloro-N-(5-chloroisoquinolin-6-yl) acetamide in MeOH is added KI and the solution is heated to 60° C. for 40 minutes. The mixture is cooled to 45° C. and 3-amino-N-methylbenzamide is added and stirred at 45° C. After 2-4 hours or when TLC indicates completion of the reaction, the solvents are evaporated and the residue is taken up in EtOAc and extracted with NaHCO3 (sat). The organics are dried (Na2SO4), filtered and evaporated. Flash chromatography (SiO2, NH3(2M) in MeOH/3% MeOH/CH2Cl2) gives pure 3-(2-(5-chloroisoquinolin-6-ylamino)-2-oxoethylamino)-N-methylbenzamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08034943B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-1120852a1a934874864cda7968636d3a |
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| Source note | uspto-grants-2011_10 |
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